Driving Jobs in Chesapeake, VA — See Openings - Page 21
250+ driving jobs in Chesapeake, VA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Chesapeake.
Last Mile Logistics Network
Independent Contractor Driver - Last-Mile Logistics
Chesapeake, VA
$2,800 - $5,000
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Chesapeake, VA
$3,136 - $5,376
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Chesapeake, VA
$2,730 - $5,005
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Chesapeake, VA
$3,920 - $6,720
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Chesapeake, VA
$2,400 - $4,200
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Chesapeake, VA
$3,024 - $5,400
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Chesapeake, VA
$5,000 - $8,500
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Chesapeake, VA
$2,100 - $4,200
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Chesapeake, VA
$2,500 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Chesapeake, VA
$3,675 - $6,300
Last updated: October 03, 2026